Synthesis 2009(16): 2651-2673  
DOI: 10.1055/s-0029-1216892
REVIEW
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of Spirocyclic Ethers

Sara Rosenberg, Reko Leino*
Laboratory of Organic Chemistry, Åbo Akademi University, 20500 Åbo, Finland
Fax: +358(2)2154866; e-Mail: reko.leino@abo.fi;
Further Information

Publication History

Received 9 April 2009
Publication Date:
10 July 2009 (online)

Abstract

Spirocycles, including spirocyclic ethers, occur frequently in natural products and pharmaceutically active substances. Accordingly, synthetic methodologies utilized for the preparation of such compounds are of broad interest. The present review focuses on the general synthetic approaches that have been utilized for the construction of spirocyclic ethers during the past two decades.

1 Introduction

2 Scope

3 Rearrangement Methods

4 Alkylation Methods

5 Ring Closure of Geminally Disubstituted Cyclic Compounds

6 Ring-Closing Metathesis

7 Other Transition-Metal-Based Processes

8 Radical Cyclizations

9 Cycloaddition Methods

10 Conclusion